CN107773534A - A kind of erythromycin thiocyanate soluble powder and preparation method thereof - Google Patents
A kind of erythromycin thiocyanate soluble powder and preparation method thereof Download PDFInfo
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- CN107773534A CN107773534A CN201610742046.XA CN201610742046A CN107773534A CN 107773534 A CN107773534 A CN 107773534A CN 201610742046 A CN201610742046 A CN 201610742046A CN 107773534 A CN107773534 A CN 107773534A
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- Prior art keywords
- erythromycin thiocyanate
- soluble powder
- erythromycin
- cyclodextrin
- thiocyanate
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/141—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers
- A61K9/145—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers with organic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/141—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers
- A61K9/146—Intimate drug-carrier mixtures characterised by the carrier, e.g. ordered mixtures, adsorbates, solid solutions, eutectica, co-dried, co-solubilised, co-kneaded, co-milled, co-ground products, co-precipitates, co-evaporates, co-extrudates, co-melts; Drug nanoparticles with adsorbed surface modifiers with organic macromolecular compounds
Abstract
A kind of erythromycin thiocyanate soluble powder, belongs to Veterinary Medicine technical field, and described erythromycin thiocyanate soluble powder includes following components：The component is in terms of the mass percent of erythromycin thiocyanate soluble powder for accounting for preparation, 5 60% erythromycin thiocyanate, and 3.33 83.33% inclusion materials, surplus is auxiliary material.Present invention also offers a kind of preparation method of erythromycin thiocyanate soluble powder, this method utilizes inclusion compound preparation technology, and the soluble powder being finally made, apparent graininess is uniform, and property is stable, and solubility is high.Preparation method is easily achieved industrialized production.
Description
Technical field
It is specifically, soluble the present invention relates to a kind of erythromycin thiocyanate the invention belongs to Veterinary Medicine technical field
Pulvis and preparation method thereof.
Background technology
Erythromycin thiocyanate is as a kind of macrolide antibiotics, its effect and mould to gram-positive bacteria
Element is similar, but its antimicrobial spectrum is wide compared with penicillin, and the gram-positive bacteria of sensitive bacteria has staphylococcus aureus (including penicillin resistant
Staphylococcus aureus), pneumococcus, streptococcus, bacillus anthracis, bacillus rhusiopathiae suis, Listeria, clostridium septicum, blackleg
Clostridium etc..And Gram-negative bacteria has haemophilus influenzae, diplococcus meningitidis, brucella, Pasteurella etc..In addition,
Erythromycin thiocyanate also has good action to campylobacter, mycoplasma, Chlamydia, Richettsia and Leptospira.
Erythromycin thiocyanate is a kind of white crystalline powder, is slightly soluble in water, and it is organic to be soluble in ethanol, methanol, acetone etc.
Solvent.It is that 4-7 is relatively stable in pH.Its molecular structure is a molecule glucosides of 14 yuan of lactonic ring bands two and a molecule thiocyanic acid
Root.Using its dissolution characteristics and special molecular structure, itself and cyclodextrin are made into a kind of inclusion compound, make drug molecule complete
Or be partially submerged into inside cyclodextrin molecular, drug solubility and stability can be preferably improved, actually should so as to solve medicine
Demand in.
Erythromycin thiocyanate is mainly administered by drinking water for animals, need to be in water fountain in scale livestock farming drinking water administration
The high concentration decoction for being configured to the dosage of Clinical practice dosage decades of times dilutes administration again, and erythromycin thiocyanate solubization is poor,
Water fountain blocking is often resulted in, influences practical operation and therapeutic effect.
In existing process, by adding pH adjusting agent (such as sodium citrate, citric acid, sodium dihydrogen phosphate) into preparation,
Such as (the publication date of patent CN 105147620：On December 16th, 2015) and increase the dissolubility of erythromycin thiocyanate, but in reality
Concentrated compounding process during operation in water fountain likely results in the relatively low (pH of pH value of solution<4) drug molecular structure, is destroyed, influences medicine
Effect.After then entering drinking-water line, diluted through a large amount of water, decoction pH may be made higher, cause erythromycin thiocyanate to separate out, equally
Influence its stability and clinical effectiveness.
(the publication date of patent CN 105125570：On December 9th, 2015) by add stabilizer (sodium citrate, citric acid,
Sodium acid carbonate, sodium carbonate, sodium dihydrogen phosphate, disodium hydrogen phosphate, anhydrous sodium sulfate), solubilizer (lauryl sodium sulfate, 12
Sodium alkyl benzene sulfonate, PLURONICS F87, poloxamer188, polyvinylpyrrolidone), auxiliary material (glucose (oral glucose or
DEXTROSE ANHYDROUS), lactose, polyethylene glycol, β~cyclodextrin), by pulverize and sieve mixing after be formulated, although this method reaches
Requirement and the stability of Clinical practice are arrived, but prescription is complicated, some raw material (such as lauryl sodium sulfate, detergent alkylate
Sodium sulfonate) caused dust excitant is pulverized and sieved very greatly, it is necessary to disintegrating apparatus and the place of higher standard are equipped with, for personnel
Protection.
The content of the invention
For these reasons, can the invention provides the high erythromycin thiocyanate of favorable solubility, stability in a kind of water
Dissolubility powder and preparation method, to meet medicine practical application request.
The present invention applies following technical scheme：
By mass percentage, including 5-60% (W/W) thiocyanic acid is red for the erythromycin thiocyanate soluble powder each component
Mycin, 3.33-83.33% (W/W) inclusion materials, surplus is auxiliary material, and preferably 5-80% inclusion materials, surplus is auxiliary material.
The ratio of the erythromycin thiocyanate and inclusion material is 3 in mass ratio:2-1:5, it is preferably in a proportion of 1:2-1:5.
Described inclusion material is beta-schardinger dextrin, hydroxypropylβ-cyclodextrin, methyl-B-cyclodextrin, hydroxyethyl-β-cyclodextrin
In one or more of combinations.
Described auxiliary material is DEXTROSE ANHYDROUS, lactose, cane sugar powder, soluble starch, maltodextrin, xylitol, mannitol
In one or more of mixtures.
The preparation technology of the erythromycin thiocyanate soluble powder is prepared including inclusion compound, mixing；It is prepared by the inclusion compound
Including saturated water solution method and supercritical ultrasonics technology.
Wherein, the implementation steps of described saturated water solution method are：
A, the preparation of erythromycin thiocyanate inclusion compound：Recipe quantity inclusion compound is dissolved in suitable quantity of water saturated solution is made, taken
Erythromycin thiocyanate is dissolved in ethanol in proper amount, and under 60 DEG C of water bath with thermostatic control stirring conditions, it is water-soluble to be slowly dropped into cyclodextrin saturation
In liquid, in 60 DEG C of waters bath with thermostatic control under stirring condition, being stirred solution makes cyclodextrin carry out inclusion 4~20 to erythromycin thiocyanate
Hour, after the completion of inclusion, spray drying, the dissolvent residual of inclusion compound is removed, obtains the cyclodextrin inclusion compound of erythromycin thiocyanate.
B, the preparation of erythromycin thiocyanate soluble powder：Above-mentioned erythromycin thiocyanate inclusion compound and auxiliary material is taken to mix, mixing
100 mesh sieves are crossed afterwards, that is, obtain erythromycin thiocyanate soluble powder.
In the step A, erythromycin thiocyanate is dissolved in a small amount of ethanol, and step is：Recipe quantity erythromycin thiocyanate is taken, is added
Ethanol in proper amount stirs, such as insoluble to continue to add ethanol, stirs to erythromycin thiocyanate and is completely dissolved.
The implementation steps of described supercritical ultrasonics technology are：
A, the preparation of erythromycin thiocyanate inclusion compound：Cyclodextrin is dissolved in 2-5 times of water solution is made, take thiocyanic acid red mould
Element is dissolved in ethanol in proper amount, under 70-100KHz ultrasound conditions, is slowly dropped into cyclodextrin aqueous solution, 70-100KHz surpasses
Under the conditions of sound, ultrasonic mixing solution makes cyclodextrin carry out inclusion 4~8 hours to erythromycin thiocyanate, spray drying, removes inclusion
The dissolvent residual of thing, obtain the cyclodextrin inclusion compound of erythromycin thiocyanate.
B, the preparation of erythromycin thiocyanate soluble powder：Inclusion compound and the auxiliary material mixing of above-mentioned erythromycin thiocyanate are taken, is mixed
100 mesh sieves are crossed after conjunction, that is, obtain erythromycin thiocyanate soluble powder.
In the step A, erythromycin thiocyanate is dissolved in a small amount of ethanol, and step is：Recipe quantity erythromycin thiocyanate is taken, is added
Ethanol in proper amount stirs, such as insoluble to continue to add ethanol, stirs to erythromycin thiocyanate and is completely dissolved.
Beneficial effects of the present invention：
The present invention utilizes the technology of preparing of erythromycin thiocyanate inclusion compound, preparation method simplicity, it is easy to accomplish industrial metaplasia
Production.By including coating of the material to medicine, ensure medicine storage stability, do not influenceed after the molten water of medicine by dilution step, can
Ensure that it is in dissolved state all the time in use, beneficial to the performance of drug effect.The erythromycin thiocyanate prepared through the method can
Soluble powder, apparent graininess is uniform, and property is stable, and dissolubility is good, can be dissolved rapidly using clinical dosage, and maximum dissolving dosage can
Up to 50 times of clinical dosage, its solubility in water is 6.0g/L (in terms of erythromycin).
Specific embodiment
Embodiment 1：
Prescription is as follows：
Erythromycin thiocyanate 10g
Hydroxypropylβ-cyclodextrin 40g
Glucose adds to 100g
Preparation method：
A, the preparation of erythromycin thiocyanate inclusion compound：Hydroxypropylβ-cyclodextrin is dissolved in about 80ml water, takes thiocyanic acid red
Mycin is dissolved in about 30ml ethanol, and under 70KHz ultrasound conditions, thiocyanic acid is slowly dropped into the hydroxypropylβ-cyclodextrin aqueous solution
The ethanol solution of erythromycin, under 70KHz ultrasound conditions, ultrasonic mixing solution makes cyclodextrin include erythromycin thiocyanate
6 hours, spray drying, the dissolvent residual of inclusion compound is removed, obtains the cyclodextrin inclusion compound of erythromycin thiocyanate；
B, the preparation of erythromycin thiocyanate soluble powder：Inclusion compound and the glucose mixing of above-mentioned erythromycin thiocyanate are taken,
100 mesh sieves are crossed after mixing, that is, obtain erythromycin thiocyanate soluble powder.
Embodiment 2：
Prescription is as follows：
Preparation method：
A, the preparation of erythromycin thiocyanate inclusion compound：Methyl beta-cyclodextrin, hydroxypropylβ-cyclodextrin are dissolved in about 100ml water
In saturated solution is made, take erythromycin thiocyanate to be dissolved in about 90ml ethanol, in 60 DEG C of waters bath with thermostatic control under agitation, to
The ethanol solution of erythromycin thiocyanate is slowly dropped into cyclodextrin saturated aqueous solution, in stirring condition in 60 DEG C of waters bath with thermostatic control
Under, being stirred solution makes cyclodextrin carry out inclusion to erythromycin thiocyanate 12 hours, spray drying, removes the solvent of inclusion compound
Residual, obtains the cyclodextrin inclusion compound of erythromycin thiocyanate.
B, the preparation of erythromycin thiocyanate soluble powder：The inclusion compound and cane sugar powder of above-mentioned erythromycin thiocyanate are taken, is mixed
100 mesh sieves are crossed afterwards, that is, obtain erythromycin thiocyanate soluble powder.
Embodiment 3：
Prescription is as follows：
Preparation method：
A, the preparation of erythromycin thiocyanate inclusion compound：Beta-schardinger dextrin, hydroxyethylβcyclodextrin are dissolved in about 80ml water and made
Into saturated solution, erythromycin thiocyanate is taken to be dissolved in about 135ml ethanol, in 60 DEG C of waters bath with thermostatic control under agitation, Xiang Huan
The ethanol solution of erythromycin thiocyanate is slowly dropped into dextrin saturated aqueous solution, in 60 DEG C of waters bath with thermostatic control under agitation,
Being stirred solution makes cyclodextrin carry out inclusion to erythromycin thiocyanate 20 hours, and spray drying, the solvent for removing inclusion compound is residual
Stay, obtain the cyclodextrin inclusion compound of erythromycin thiocyanate.
B, the preparation of erythromycin thiocyanate soluble powder：The inclusion compound and soluble starch of above-mentioned erythromycin thiocyanate are taken,
100 mesh sieves are crossed after mixing, that is, obtain erythromycin thiocyanate soluble powder.
Embodiment 4：
Prescription is as follows：
Erythromycin thiocyanate 60g
Hydroxypropylβ-cyclodextrin 40g
Preparation method：
A, the preparation of erythromycin thiocyanate inclusion compound：Hydroxypropylβ-cyclodextrin is dissolved in about 80ml water, takes thiocyanic acid red
Mycin is dissolved in about 180ml ethanol, and under 100KHz ultrasounds, it is red into the hydroxypropylβ-cyclodextrin aqueous solution to be slowly dropped into thiocyanic acid
The ethanol solution of mycin, under 100KHz ultrasounds, it is small that ultrasonic mixing solution makes cyclodextrin carry out inclusion 8 to erythromycin thiocyanate
When, spray drying, the dissolvent residual of inclusion compound is removed, obtains the cyclodextrin inclusion compound of erythromycin thiocyanate.
B, the preparation of erythromycin thiocyanate soluble powder：Take the inclusion compound of above-mentioned erythromycin thiocyanate to cross 100 mesh sieves, produce
To erythromycin thiocyanate soluble powder.
Embodiment 5：
Prescription is as follows：
Erythromycin thiocyanate 5g
Methyl beta-cyclodextrin 25g
Lactose 70g
Preparation method：
A, the preparation of erythromycin thiocyanate inclusion compound：Methyl beta-cyclodextrin is dissolved in about 40ml water, takes thiocyanic acid red mould
Element is dissolved in about 15ml ethanol, and under 70-100KHz ultrasound conditions, thiocyanic acid is slowly dropped into the methyl beta-cyclodextrin aqueous solution
The ethanol solution of erythromycin, under 70-100KHz ultrasound conditions, ultrasonic mixing solution makes cyclodextrin carry out erythromycin thiocyanate
Inclusion 4 hours, spray drying, removes the dissolvent residual of inclusion compound, obtains the cyclodextrin inclusion compound of erythromycin thiocyanate.
B, the preparation of erythromycin thiocyanate soluble powder：The inclusion compound and lactose of above-mentioned erythromycin thiocyanate are taken, after mixing
100 mesh sieves are crossed, that is, obtain erythromycin thiocyanate soluble powder.
Embodiment 6：
1st, dissolubility contrast test：
Example 1-5 soluble powder and the sulphur cyanogen prepared in patent CN 105147620 and patent CN 105125570
Sour erythromycin soluble powder is appropriate (6.0g based on erythromycin thiocyanate), adds in 1L water (about 50 times of clinical dosage), uses glass
Rod stirs 1min, observes and records the dissolving situation of erythromycin thiocyanate soluble powder, experimental result is as follows：
2nd, accelerated test：
Example 1-5 soluble powder and the sulphur cyanogen prepared in patent CN 105147620 and patent CN 105125570
Sour erythromycin soluble powder is sub-packed in packaging bag and sealed, and is placed in 40 ± 2 DEG C of temperature, the condition of relative humidity 75% ± 5%
6 months accelerated tests of lower progress, respectively at the 1st, 2,3,6 the end of month separately sampled detection level of experiment, compared with 0 month.Its
Testing result is calculated as by labelled amount %：
Dissolubility test shows the dissolving in water under erythromycin thiocyanate soluble powder same concentrations prepared by the present invention
Speed illustrates erythromycin thiocyanate after coating, dissolubility can greatly improve better than the method that contrast patent provides.
After the accelerated experiment of product of the present invention is taken out, 1-5 of the embodiment of the present invention is placed 6 months for 40 DEG C with contrast patented method
Character outward appearance had no significant change compared with 0 month.
This time experiment results proved, thiocyanic acid soluble powder preparation technique prepared by present invention experiment is simple, with existing skill
Art product is better than prior art products, stability no significant difference compared to dissolubility.
Claims (9)
- A kind of 1. erythromycin thiocyanate soluble powder, it is characterised in that：The erythromycin thiocyanate soluble powder each component is pressed Mass percent meter, including 5-60% (W/W) erythromycin thiocyanate, 3.33-83.33% (W/W) inclusion materials, supplemented by surplus Material.
- A kind of 2. erythromycin thiocyanate soluble powder as claimed in claim 1, it is characterised in that：The matter of the inclusion material Amount percentage is 5-80%.
- A kind of 3. erythromycin thiocyanate soluble powder as claimed in claim 1, it is characterised in that：The erythromycin thiocyanate Mass ratio with including material is 3:2-1:5.
- A kind of 4. erythromycin thiocyanate soluble powder as claimed in claim 3, it is characterised in that：The erythromycin thiocyanate Mass ratio with including material is 1:2-1:5.
- A kind of 5. erythromycin thiocyanate soluble powder as described in Claims 1-4 is any, it is characterised in that the inclusion material Expect to be one or more kinds of in beta-schardinger dextrin, hydroxypropylβ-cyclodextrin, methyl-B-cyclodextrin, hydroxyethyl-β-cyclodextrin Combination.
- 6. a kind of erythromycin thiocyanate soluble powder as claimed in claim 5, it is characterised in that the auxiliary material is anhydrous Portugal One or more kinds of combinations in grape sugar, lactose, cane sugar powder, soluble starch, maltodextrin, xylitol, mannitol.
- A kind of 7. erythromycin thiocyanate soluble powder as claimed in claim 1, it is characterised in that the erythromycin thiocyanate The preparation method of soluble powder is prepared including inclusion compound, mixing；Prepared by the inclusion compound include saturated water solution method and ultrasound Ripple method.
- A kind of 8. erythromycin thiocyanate soluble powder as claimed in claim 7, it is characterised in that the erythromycin thiocyanate The implementation steps of saturated water solution method are in the preparation method of soluble powder：A, the preparation of erythromycin thiocyanate inclusion compound：Recipe quantity inclusion compound is dissolved in suitable quantity of water saturated solution is made, take sulphur cyanogen Sour erythromycin is dissolved in ethanol in proper amount, under 60 DEG C of water bath with thermostatic control stirring conditions, is slowly dropped into cyclodextrin saturated aqueous solution In, in 60 DEG C of waters bath with thermostatic control under stirring condition, being stirred solution makes cyclodextrin carry out inclusion 4~20 to erythromycin thiocyanate Hour, after the completion of inclusion, spray drying, the dissolvent residual of inclusion compound is removed, obtains the cyclodextrin inclusion compound of erythromycin thiocyanate；B, the preparation of erythromycin thiocyanate soluble powder：Above-mentioned erythromycin thiocyanate inclusion compound and auxiliary material is taken to mix, mistake after mixing 100 mesh sieves, that is, obtain erythromycin thiocyanate soluble powder；In the step A, erythromycin thiocyanate is dissolved in a small amount of ethanol, and step is：Recipe quantity erythromycin thiocyanate is taken, is added appropriate Ethanol stirs, such as insoluble to continue to add ethanol, stirs to erythromycin thiocyanate and is completely dissolved.
- A kind of 9. erythromycin thiocyanate soluble powder as claimed in claim 7, it is characterised in that the erythromycin thiocyanate The implementation steps of supercritical ultrasonics technology are in the preparation method of soluble powder：A, the preparation of erythromycin thiocyanate inclusion compound：Cyclodextrin is dissolved in 2-5 times of water solution is made, take erythromycin thiocyanate molten In ethanol in proper amount, under 70-100KHz ultrasound conditions, it is slowly dropped into cyclodextrin aqueous solution, 70-100KHz ultrasound bars Under part, ultrasonic mixing solution makes cyclodextrin carry out inclusion 4~8 hours to erythromycin thiocyanate, spray drying, removes inclusion compound Dissolvent residual, obtain the cyclodextrin inclusion compound of erythromycin thiocyanate；B, the preparation of erythromycin thiocyanate soluble powder：Inclusion compound and the auxiliary material mixing of above-mentioned erythromycin thiocyanate are taken, after mixing 100 mesh sieves are crossed, that is, obtain erythromycin thiocyanate soluble powder；In the step A, erythromycin thiocyanate is dissolved in a small amount of ethanol, and step is：Recipe quantity erythromycin thiocyanate is taken, is added appropriate Ethanol stirs, such as insoluble to continue to add ethanol, stirs to erythromycin thiocyanate and is completely dissolved.
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| CN201610742046.XA CN107773534A (en) | 2016-08-27 | 2016-08-27 | A kind of erythromycin thiocyanate soluble powder and preparation method thereof |
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| CN201610742046.XA CN107773534A (en) | 2016-08-27 | 2016-08-27 | A kind of erythromycin thiocyanate soluble powder and preparation method thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113197862A (en) * | 2021-04-16 | 2021-08-03 | 山东亚康药业股份有限公司 | High-content erythromycin thiocyanate soluble powder and preparation method thereof |
| CN117338729A (en) * | 2023-12-06 | 2024-01-05 | 山东国邦药业有限公司 | Erythromycin thiocyanate soluble particles and preparation method thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101045063A (en) * | 2006-03-28 | 2007-10-03 | 广州朗圣药业有限公司 | Clarithromycin water soluber preparation for injection use |
| CN101066258A (en) * | 2006-06-20 | 2007-11-07 | 深圳海创医药科技发展有限公司 | Inclusion compound of higher fatty alcohol and its prepn |
| CN105125570A (en) * | 2015-09-29 | 2015-12-09 | 青岛康地恩动物药业有限公司 | Medicine composite containing erythromycin thiocyanate and preparation method thereof |
-
2016
- 2016-08-27 CN CN201610742046.XA patent/CN107773534A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101045063A (en) * | 2006-03-28 | 2007-10-03 | 广州朗圣药业有限公司 | Clarithromycin water soluber preparation for injection use |
| CN101066258A (en) * | 2006-06-20 | 2007-11-07 | 深圳海创医药科技发展有限公司 | Inclusion compound of higher fatty alcohol and its prepn |
| CN105125570A (en) * | 2015-09-29 | 2015-12-09 | 青岛康地恩动物药业有限公司 | Medicine composite containing erythromycin thiocyanate and preparation method thereof |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113197862A (en) * | 2021-04-16 | 2021-08-03 | 山东亚康药业股份有限公司 | High-content erythromycin thiocyanate soluble powder and preparation method thereof |
| CN117338729A (en) * | 2023-12-06 | 2024-01-05 | 山东国邦药业有限公司 | Erythromycin thiocyanate soluble particles and preparation method thereof |
| CN117338729B (en) * | 2023-12-06 | 2024-02-13 | 山东国邦药业有限公司 | Erythromycin thiocyanate soluble particles and preparation method thereof |
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